Should I keep dating him?
Most Helpful Guy
Define "gonna work".
If by "gonna work", you mean, is this relationship going to take up a lot of your time and energy before the excitement wears off and one of you grows bored with it? Then, yes.
If you mean "are we going to end up together?" then almost certainly not.
99% of the time, a LDR where the separation lasts more than 90 days is going to fail, which means that 99% of the time, a LDR is just a big waste of time and energy that ultimately goes nowhere.2